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Lithium Hydroxide → (RS)-N-(4-cyano-benzyl)-2-ethoxy-malonamic acid

HRID 1828115
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HRID 1828115 반응식
C([O:3][C:4](=[O:21])[CH:5]([O:18][CH2:19][CH3:20])[C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]#[N:17])=[CH:12][CH:11]=1)=[O:7])C.[Li+].[OH-]>CO.O.C1COCC1>[C:16]([C:13]1[CH:12]=[CH:11][C:10]([CH2:9][NH:8][C:6](=[O:7])[CH:5]([O:18][CH2:19][CH3:20])[C:4]([OH:21])=[O:3])=[CH:15][CH:14]=1)#[N:17]
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참가 물질

6

반응물 2

HCID 3939Lithium HydroxideHCID 69641469HCID 69641469, 화합물

생성물 1

HCID 22064699(RS)-N-(4-cyano-benzyl)-2-ethoxy-malonamic acid

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
60 °C

실험 절차

A mixture of (RS)-N-(4-cyano-benzyl)-2-ethoxy-malonamic acid ethyl ester (1.97 g) and LiOH (285 mg) in MeOH (14 ml), H2O (7 ml) and THF (14 ml) was stirred 3 h at 60° C. The solvents were evaporated, EtOAc was added and it was washed with HCl 0.1 N, water and brine. The aqueous phases were extracted again with more EtOAc. The combined organic phases were dried (MgSO4) and the solvent was removed to yield (RS)-N-(4-cyano-benzyl)-2-ethoxy-malonamic acid, 1.53 g (86%); of white solid. MS 260.2 (100, [M+H]+), 277.2 (13, [M+NH4]+)

후처리

  1. customThe solvents were evaporated
  2. additionEtOAc was added
  3. washit was washed with HCl 0.1 N, water and brine
  4. extractionThe aqueous phases were extracted again with more EtOAc
  5. dry with materialThe combined organic phases were dried (MgSO4)
  6. customthe solvent was removed

출처 및 근거

ORD 기록
ord-98a9eab62cf548129def9128896d146b
출처 데이터셋
uspto-grants-2006_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07056932B2

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